2-Pyrrolidone → 4-(((1R)-2,2-dimethylcyclopentyl)amino)-6-(2-oxo-1-pyrrolidinyl)pyrrolo[1,2-b]pyridazine-3-carboxamide

HRID 1408954Notes

Reaction equation

HRID 1408954 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9]([NH:10][C@@H:11]3[CH2:15][CH2:14][CH2:13][C:12]3([CH3:17])[CH3:16])=[C:8]([C:18]([NH2:20])=[O:19])[CH:7]=[N:6][N:5]2[CH:21]=1.[NH:22]1[CH2:26][CH2:25][CH2:24][C:23]1=[O:27]>>[CH3:16][C:12]1([CH3:17])[CH2:13][CH2:14][CH2:15][C@H:11]1[NH:10][C:9]1[C:4]2[N:5]([CH:21]=[C:2]([N:22]3[CH2:26][CH2:25][CH2:24][C:23]3=[O:27])[CH:3]=2)[N:6]=[CH:7][C:8]=1[C:18]([NH2:20])=[O:19]

Participants

3

Reactant 2

HCID 120252-PyrrolidoneHCID 68291536(R)-6-bromo-4-(2,2-dimethylcyclopentylamino)pyrrolo[1,2-b]pyridazine-3-carboxamide

Product 1

HCID 683588024-(((1R)-2,2-dimethylcyclopentyl)amino)-6-(2-oxo-1-pyrrolidinyl)pyrrolo[1,2-b]pyridazine-3-carboxamide

Procedure

4-(((1R)-2,2-dimethylcyclopentyl)amino)-6-(2-oxo-1-pyrrolidinyl) pyrrolo[1,2-b]pyridazine-3-carboxamide was prepared from Intermediate 50 and pyrrolidin-2-one using a similar procedure as described for the preparation of Example 312 LCMS: 356.18 (M+H)+; HPLC (condition L): retention time=7.44 min.

Workup

  1. customas described for the preparation of Example 312 LCMS

Sources & evidence

ORD record
ord-a8319700303e42779b69160e3848ddc4
Source dataset
uspto-grants-2014_12
Patent number
US08921368B2

Reaction notes

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